Arg-gly-asp-ser

Base Information

• Chemical Name: Arg-gly-asp-ser
• CAS No.: 91037-65-9
• Molecular Formula: C₁₅H₂₇N₇O₈
• Molecular Weight: 433.421
• UNII: AC6UDA2MFC
• DSSTox Substance ID: DTXSID50920002
• Nikkaji Number: J394.099C
• Wikidata: Q27273860
• ChEMBL ID: CHEMBL265628
• Mol file: 91037-65-9.mol

Synonyms:Arg-Gly-Asp-Ser;arginyl-glycyl-aspartyl-serine;fibronectin tetrapeptide;RGDS peptide

Chemical Property of Arg-gly-asp-ser

Chemical Property:

• Melting Point: 183-187℃
• Boiling Point: °Cat760mmHg
• PKA: 2.84±0.10(Predicted)
• Flash Point: °C
• PSA: 270.05000
• Density: 1.65g/cm³
• LogP: -1.72170
• Storage Temp.: −20°C
• Solubility.: ≥21.65 mg/mL in H2O; insoluble in EtOH; insoluble in DMSO
• Water Solubility.: Soluble in water at 1mg/ml
• XLogP3: -7.3
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 14
• Exact Mass: 433.19211085
• Heavy Atom Count: 30
• Complexity: 665

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fibronectin Inhibitor ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(C(=O)NCC(=O)NC(CC(=O)O)C(=O)NC(CO)C(=O)O)N)CN=C(N)N
• Isomeric SMILES: C(C[C@@H](C(=O)NCC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CO)C(=O)O)N)CN=C(N)N
• Uses: Supports fibroblast attachment Arg-Gly-Asp-Ser has been used:to study its effects on cell attachment in ratsto analyse the interaction of fibrinogen with erythrocytes occurs through integrin related receptorto pretreat the cells, to assess the role of integrin in the cell attachment processto test its competition with platelet-secreted, nanosheet-adsorbed proteins for binding to glycoprotein IIIa (GPIIIa)

Technology Process of Arg-gly-asp-ser

There total 17 articles about Arg-gly-asp-ser which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

Arg(Nω-NO2)-Gly-Asp(OBn)-Ser(Bn)-OBn hydrochloride → H-Arg-Gly-Asp-Ser-OH (91037-65-9)

Guidance literature:

With formic acid; hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 24h; under 150.015 Torr;

DOI:10.1021/jm070242a

Reference yield: 85.0%

Boc-Arg(Tos)-Gly-Asp(OcHex)-Ser(Bzl)-OBzl (199166-39-7) → H-Arg-Gly-Asp-Ser-OH (91037-65-9)

Guidance literature:

With dimethylsulfide; trifluorormethanesulfonic acid; trifluoroacetic acid; In methoxybenzene; at 0 ℃;

Reference yield: 81.0%

Boc-Arg(Nω-NO2)-Gly-Asp(OBn)-Ser(Bn)-OBn (246516-47-2) → H-Arg-Gly-Asp-Ser-OH (91037-65-9)

Guidance literature:

With trifluorormethanesulfonic acid; trifluoroacetic acid; at 0 ℃; for 0.333333h;

DOI:10.1039/c5md00215j

upstream raw materials:

Boc-Arg(Tos)-Gly-Asp(OcHex)-Ser(Bzl)-OBzl

Boc-Arg(Nω-NO2)-Gly-Asp(OBn)-Ser(Bn)-OBn

Boc-Asp(OBzl)-Ser(Bzl)-OBzl

Boc-Gly-Asp(OBzl)-Ser(Bzl)-OBzl

Refernces

• 1、 Xiong, Yu,Zhao, Ming,Wang, Chao,Heng, Wei Chang,Peng, Shiqi. "Improved anti-osteoporosis potency and reduced endometrial membrane hyperplasia during hormone replacement therapy with estrogen-RGD peptide conjugates". . p. 3340 - 3353. Retrieved 2008/02/12.
• 2、 Lin,Zhao, Ming,Wang, Chao,Peng, Shiqi. "Synthesis and antithrombotic activity of carbolinecarboxyl RGD sequence.". . p. 585 - 587. Retrieved 2007/10/03.